Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C3H3N3O2 |
| Molecular Weight | 113.0748 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[O-][N+](=O)C1=CNC=N1
InChI
InChIKey=VYDWQPKRHOGLPA-UHFFFAOYSA-N
InChI=1S/C3H3N3O2/c7-6(8)3-1-4-2-5-3/h1-2H,(H,4,5)
| Molecular Formula | C3H3N3O2 |
| Molecular Weight | 113.0748 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Efficacy of 101 antimicrobials and other agents on the development of Cryptosporidium parvum in vitro. | 1996 Dec |
|
| Nitroimidazoles, part 2: Synthesis, antiviral and antitumor activity of new 4-nitroimidazoles. | 2006 May |
|
| Nitroimidazole action in Entamoeba histolytica: a central role for thioredoxin reductase. | 2007 Aug |
|
| Two different modes of halogen bonding in two 4-nitroimidazole derivatives. | 2007 Aug |
|
| Crystal packing of two 5-substituted 2-methyl-4-nitro-1H-imidazoles. | 2007 Aug |
|
| Characterization of a Giardia lamblia WB C6 clone resistant to the isoflavone formononetin. | 2007 Dec |
|
| Synthesis, antibacterial activity, and quantitative structure-activity relationships of new (Z)-2-(nitroimidazolylmethylene)-3(2H)-benzofuranone derivatives. | 2007 Nov 15 |
|
| Sequential regimens for Helicobacter pylori eradication. | 2007 Sep 22 |
|
| The treatment of giardiasis in children: single-dose tinidazole compared with 3 days of nitazoxanide. | 2008 Apr |
|
| [Efficacy of 5-nitroimidazole derivatives in treatment of bacterial vaginosis]. | 2008 Aug 12 |
|
| Genotoxicity and cell death induced by tinidazole (TNZ). | 2008 Jul 30 |
|
| A comparison of metronidazole and single-dose ornidazole for the treatment of dientamoebiasis. | 2008 Jun |
|
| High-resolution structure of the antibiotic resistance protein NimA from Deinococcus radiodurans. | 2008 Jun 1 |
|
| Intermediates in the reduction of the antituberculosis drug PA-824, (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine, in aqueous solution. | 2008 Jun 7 |
|
| Use of molecularly imprinted solid-phase extraction sorbent for the determination of four 5-nitroimidazoles and three of their metabolites from egg-based samples before tandem LC-ESIMS/MS analysis. | 2008 May 28 |
|
| NLNQ-1, a 2-[3-(2-nitro-1-imidazolyl) propylamino]-3-chloro-1,4-naphthoquinone, as a hypoxia-selective cytotoxin and radiosensitizer. | 2008 May-Jun |
|
| Toxicology. | 2008 Oct |
|
| On the isolation and evaluation of a novel unsubstituted 5-nitroimidazole derivative as an agent to target tumor hypoxia. | 2008 Oct 1 |
|
| Genotoxicity revaluation of three commercial nitroheterocyclic drugs: nifurtimox, benznidazole, and metronidazole. | 2009 |
|
| In vitro activity of Arbutus unedo leaf extracts against Trichomonas vaginalis trophozoites. | 2009 |
|
| The old and new therapeutic approaches to the treatment of giardiasis: where are we? | 2009 |
|
| Trichomonas vaginalis: metronidazole and other nitroimidazole drugs are reduced by the flavin enzyme thioredoxin reductase and disrupt the cellular redox system. Implications for nitroimidazole toxicity and resistance. | 2009 Apr |
|
| Overexpression of the rhamnose catabolism regulatory protein, RhaR: a novel mechanism for metronidazole resistance in Bacteroides thetaiotaomicron. | 2009 Aug |
|
| In vitro resistance to 5-nitroimidazoles and benzimidazoles in Giardia duodenalis: variability and variation in gene expression. | 2009 Dec |
|
| Synthesis, reduction potentials, and antitubercular activity of ring A/B analogues of the bioreductive drug (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824). | 2009 Feb 12 |
|
| Validation of a liquid chromatography-tandem mass spectrometry method for the identification and quantification of 5-nitroimidazole drugs and their corresponding hydroxy metabolites in lyophilised pork meat. | 2009 Jan 9 |
|
| Synthesis and electrochemistry of 2-ethenyl and 2-ethanyl derivatives of 5-nitroimidazole and antimicrobial activity against Giardia lamblia. | 2009 Jul 9 |
|
| Guidelines for the treatment of bacterial vaginosis: focus on tinidazole. | 2009 Jun |
|
| [Tinidazole: a classical anaerobical drug with multiple potential uses nowadays]. | 2009 Jun |
|
| Structure-activity relationships of antitubercular nitroimidazoles. 1. Structural features associated with aerobic and anaerobic activities of 4- and 5-nitroimidazoles. | 2009 Mar 12 |
|
| Diffuse alveolar haemorrhage due to 5-nitroimidazole treatment. | 2009 May |
|
| Synthesis and cloxacillin antimicrobial enhancement of 2-methylsulfonylimidazolyl-1,4-dihydropyridine derivatives. | 2010 |
|
| Treatment of bacterial vaginosis: a multicenter, double-blind, double-dummy, randomised phase III study comparing secnidazole and metronidazole. | 2010 |
|
| Selectivity of Enzymatic Conversion of Oligonucleotide Probes during Nucleotide Polymorphism Analysis of DNA. | 2010 Apr |
|
| Biophysical characterization and mutational analysis of the antibiotic resistance protein NimA from Deinococcus radiodurans. | 2010 Apr |
|
| The tropical brown alga Lobophora variegata: a source of antiprotozoal compounds. | 2010 Apr 16 |
|
| Giardiasis in the post genomic era: treatment, drug resistance and novel therapeutic perspectives. | 2010 Aug |
|
| Study on ITS1 Gene of Iranian Trichomonas vaginalis by Molecular Methods. | 2010 Dec |
|
| Fexinidazole--a new oral nitroimidazole drug candidate entering clinical development for the treatment of sleeping sickness. | 2010 Dec 21 |
|
| [Tetracyclines, sulfonamides, and metronidazole]. | 2010 Feb |
|
| Simultaneous Determination of Ofloxacin and Ornidazole in Solid Dosage Form by RP-HPLC and HPTLC Techniques. | 2010 Jul |
|
| A new-generation 5-nitroimidazole can induce highly metronidazole-resistant Giardia lamblia in vitro. | 2010 Jul |
|
| Documentation of in vivo and in vitro aerobic resistance of feline Tritrichomonas foetus isolates to ronidazole. | 2010 Jul-Aug |
|
| Bacteroides fragilis RecA protein overexpression causes resistance to metronidazole. | 2010 Jun |
|
| Cationic nucleoside lipids derived from universal bases: A rational approach for siRNA transfection. | 2010 Jun 16 |
|
| 2-Chloro-4-nitro-1H-imidazole. | 2010 Jun 26 |
|
| Ronidazole toxicosis in 3 society finches (Lonchura striata). | 2010 Mar |
|
| The flavin inhibitor diphenyleneiodonium renders Trichomonas vaginalis resistant to metronidazole, inhibits thioredoxin reductase and flavin reductase, and shuts off hydrogenosomal enzymatic pathways. | 2010 May |
|
| New 4-thiazolidinones of nicotinic acid with 2-Amino-6-methylbenzothiazole and their biological activity. | 2010 Oct-Dec |
|
| Susceptibility in vitro of clinically metronidazole-resistant Trichomonas vaginalis to nitazoxanide, toyocamycin, and 2-fluoro-2'-deoxyadenosine. | 2010 Sep |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:58:30 UTC 2023
by
admin
on
Fri Dec 15 17:58:30 UTC 2023
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| Record UNII |
Y8U32AZ5O7
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| Record Status |
Validated (UNII)
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| Record Version |
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18208
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Y8U32AZ5O7
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50359
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C052587
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DTXSID9062803
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221-224-7
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3034-38-6
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